Hiking Project Logo

green Lost Trail


2.8 mile 4.5 kilometer point to point


Ascent: 318' 97 m
Descent: -532' -162 m
High: 2,012' 613 m
Low: 1,630' 497 m


Avg Grade: 6% (3°)
Max Grade: 24% (14°)


No Dogs
Driving directions Take a virtual tour
Zoom in to see details
Map Key

Trail shared by David Hitchcock

A beautiful trail that follows along Skyline Boulevard.

David Hitchcock

Features Views · Wildflowers

The Windy Hill Open Space Preserve is open 30 minutes before sunrise to 30 minutes after sunset throughout the year. Dogs are not allowed on a majority of the trail, although they area allowed between the Hamms Gulch Trail intersection and the end of the Lost Trail.


The Lost Trail provides access to the Anniversary Trail and the summit of Windy Hill. It also connects the Razorback Ridge, Hamms Gulch, and Spring Ridge Trail in the Windy Hill Open Preserve, creating a great loop for those wanting a longer outing without having to retrace your steps. The trail begins along Skyline Boulevard and descends into the the preserve. You are always close to the road, so you'll hear cars and motorcycles as they travel along Skyline Boulevard. After roughly .4 of a mile, the Razorback Ridge Trail breaks off to the right and descends to Alpine Road in Portola Valley. Continuing straight, the trail rises and falls as it works along the hill top. Views are obscured mostly by trees in the area. Ferns and flowering plants can be seen along the trail, especially in the spring.

A little after the 2 mile mark, the Hamms Gulch Trail breaks off to the right and descends through Windy Hill Preserve, offering a few views of Windy Hill and other parts of the preserve. The Lost Trail continues straight ahead and meanders along the hill top. Views of Windy Hill start to come into view as you approach the Anniversary Trail, which leads to the Windy Hill summit. The trail ends at a parking lot on Skyline Boulevard. At this point, you can turn around and return to where you started, or follow the Anniversary Trail to the summit of Windy Hill, where great views of the Bay area spread out before you.

Flora & Fauna

Deer and a wide variety of birds can be seen in the woods, especially in the evening as they come out to feed. Several varieties of flowers can be seen in the spring time, and farms flourish underneath the canopy of trees.

Hiked this trail?

We need help with the following missing trail information:

Need to Know

Is something wrong? Let us know. Have photos to share? Help fellow hikers know what's here.


Rate This Trail

Rate Quality

   Clear Rating

Rate Difficulty

Share This Trail

Check In



Trail Ratings

  3.0 from 2 votes


  3.0 from 2 votes
5 Star
4 Star
3 Star
2 Star
1 Star
Trail Rankings


in California


11 Views Last Month
261 Since Jun 27, 2016
Easy Easy



Hiking Project is part of the REI Co-op family,
where a life outdoors is a life well lived.

Shop REI Hiking